Homes for Sale with a Guest House in Lewes, DE

Just 9.4 miles from the beach, this beautifully maintained, like-new home offers the perfect opportunity to embrace the Lewes lifestyle. Built just three years ago and lightly enjoyed as a second home, this 3-bedroom, 2-bath residence feels fresh, inviting, and ready for you to simply move in and start enjoying life at the coast. Step inside and you’re welcomed by a bright, open floor plan that feels both spacious and comfortable. Designed for easy living and effortless entertaining, the main living spaces flow beautifully together, creating a natural gathering place for family and friends. At the heart of it all is the stylish kitchen, featuring stainless steel appliances, abundant cabinetry, and a large center island—the perfect spot for morning coffee, casual meals, or lingering over cocktails while dinner is prepared. Your primary suite provides a peaceful retreat at the end of the day, complete with a private ensuite bath and generous walk-in closet. Two well-sized guest bedrooms offer plenty of room for visiting family and friends, a home office, or whatever best suits your lifestyle. One of the home's hidden advantages is the full unfinished basement. With an abundance of storage for bikes, beach chairs, paddleboards, holiday decorations, and more, you may finally have a place for everything. A bathroom rough-in is already in place, opening the door to future possibilities—imagine a recreation room, home gym, guest retreat, or additional entertaining space designed entirely around you. Outdoor living is just as inviting. Step onto the beautiful stone patio for morning coffee, summer dinners, or relaxed evenings after a day at the beach. The fully fenced backyard offers space for pets to play and gatherings to unfold, while a neighbor on only one side and open space on the other creates a wonderful sense of openness and added privacy. Beyond your backyard, enjoy a community designed for an active, relaxed lifestyle with a pool, pickleball, dog park, and playground. Shopping, dining, and everyday conveniences are all within easy reach—and with the beach just 9.4 miles away, spontaneous beach days, sunset walks, and evenings by the water can become part of everyday life. Whether you're looking for a year-round residence or a coastal retreat, this is more than a beautiful home—it's your opportunity to live the Lewes lifestyle you've been dreaming about.

24605 Cathy Ann St, Lewes

Listing courtesy of Coldwell Banker Premier - Lewes. Contact:

$499,000

3 Beds ⋅ 2 Baths

Don’t miss this opportunity to make this home your own! Welcome to the sought-after community of Briarwood Estates in Lewes. This 3-bedroom, 2-bath Contemporary home offers comfortable living, a spacious yard, and plenty of potential to create a home that reflects your personal style. Enjoy outdoor entertaining or relaxing on the deck overlooking the generous yard. Inside, a beautiful double-sided fireplace adds warmth and character, allowing you to enjoy it from both the living room and dining area. A versatile room just off the kitchen provides additional space that can be used as a TV room, home office, or flex space. Upstairs, you’ll find two bedrooms and a full bathroom. The home also features a convenient two-car garage with direct access into the house. Briarwood Estates offers desirable community amenities, including a pool and tennis courts, and is conveniently located near the beaches, shopping, golf, and other popular Lewes-Rehoboth area attractions. The property is being sold As Is, offering an exciting opportunity for the next owner to bring their vision, updates, and design ideas to make this home truly their own. The public sewer is being installed now expected completion date is April. Seller will pay all expenses for hook up. Come see the possibilities and imagine what you can create here!

10 Deerfield Dr, Lewes

Listing courtesy of Mann & Sons, Inc.. Contact:

$650,000

3 Beds ⋅ 3 Baths

Motivated seller. Located on the east side of Lewes within 3 miles to the beach and downtown! Why wait for new construction when you can purchase this beautiful almost new home with exterior maintenance free living. It would be the perfect primary home, second home, or investment property. A beautiful Bethany model home that was built by Capstone homes. They're known for quality construction and energy efficient homes. It features 3 Bedrooms and 3 full bathrooms. The gourmet kitchen has dove tail and soft close cabinets, quartz counter tops, and stainless steel appliances. An open floor plan has easy accessibility from the kitchen into the living room with a fireplace. The owners suite is located on the first floor with a generous sized walk in closet. You will also find a good size walk in tiled shower with bench seating, and double vanities in the owners suite. The home has many upgrades including the flooring, tray ceilings, and shiplap over the fireplace. In the front of the home is a second bedroom with a full bathroom right outside of it. On the second floor is a third bedroom, loft area, and another full bathroom. Outside the home you will find a paver patio where you can enjoy your morning coffee. Catching Cove has 24 single family homes and is located in the Cape Henlopen school district. The association takes care of the irrigation with a community well, common area and exterior maintenance, lawn care, and trash. You will find the bike trail within walking distance. Catching Cove allows short term rentals minimum 7 days.

33739 Catching Cove Ct, Lewes

Listing courtesy of Keller Williams Realty. Contact:

$949,990

3 Beds ⋅ 3 Baths

Prime East of Route 1 coastal location - minutes to beaches, trails, and the best of Lewes. The Killarney Loft offers an open-concept design with classic details and a projected settlement date of January 2027. Designed for comfortable living and entertaining, this home features 3 bedrooms, 3 baths, and a 3-car garage. The spacious layout includes a fireplace, crown molding, and a 12x14 deck with a screened deck for enjoying the outdoors. The kitchen features quartz countertops, while LVP flooring extends throughout the main level with carpet in the Loft and Bedroom 3. The home also features an Ultra Spa Bath for a relaxing retreat. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available!

15461 Solomon Way, Lewes

Listing courtesy of Delaware Homes Inc. Contact:

$224,900

3 Beds ⋅ 2 Baths

Built in 2024, this home offers a smart, comfortable layout in the waterfront marina community of Angola Beach & Estates. A wide concrete driveway, young landscaping, and an irrigated lawn make a great first impression. Inside, you'll find an open concept living room, dining area and kitchen; easy to live in, with plenty of room for real furniture, a dedicated dining space, and a kitchen with soft coastal gray cabinetry, a 5-burner gas range, stainless steel appliances, and a generous island with seating AND storage. AND- there's a hidden secret you're sure to love: behind those tall cabinet doors is a HUGE pantry! Vinyl flooring runs through the kitchen and dining areas, with carpet in the bedrooms. The screened porch is the real standout. It's situated at the center of the home, with a sliding-glass connection to the dining space, so you get a shaded, private spot for hosting company or simply enjoying your morning coffee. There's flexible space for everyday life: a spacious owner's suite with attached bath and a gorgeous tiled walk in shower, two beautiful guest rooms, and even a separate flex room that works for guests, hobbies, or a home office (currently set up as another bedroom). A dedicated laundry room has an exterior door for convenience. Outside, a level, sodded yard with irrigation comes complete with an oversized storage shed with double doors. Angola Beach & Estates brings two swimming pools, marina access, a boat ramp, fishing pier, playgrounds, basketball and tennis courts, pet-walking stations, and a community center with resident-planned activities, including the much-loved annual Fourth of July Golf Cart Parade. The land lease includes water, sewer, trash, and recycling. Just minutes in either direction to the Route 1 Rehoboth/Lewes resort corridor or the Long Neck peninsula, you're close to groceries, pharmacies, medical care, dining, shopping, and movies. A newer, well-laid-out home in a fun community, is a great start to your coastal adventure!

33458 Clover St, Lewes

Listing courtesy of Keller Williams Realty. Contact:

$465,000

3 Beds ⋅ 2 Baths

Professional Photos Coming Soon. Welcome to this stunning, fully furnished coastal-style home in the desirable community of Beachtree Preserve! Built in 2025, this beautifully appointed residence offers modern luxury, thoughtful design, and comfortable coastal living. The open-concept floor plan creates a seamless flow between the spacious living area and kitchen, making this home perfect for everyday living and entertaining. The interior features high-end finishes throughout, including luxury vinyl plank flooring that adds warmth and style. The gourmet kitchen is designed for both functionality and entertaining, featuring a gas range/oven, built-in microwave, dishwasher, refrigerator, and ample workspace. The thoughtfully designed bathrooms offer both a stall shower and tub/shower combination for added convenience. Step outside onto the private deck and enjoy peaceful views overlooking the pond. A beautiful water fountain is planned for the pond once the community improvements are completed, adding to the tranquil setting. Residents of Beachtree Preserve enjoy an array of amenities, including an in-ground swimming pool, pickleball courts, dog park, sidewalks, and beautifully maintained common areas. The home also features a spacious attached garage and attractive exterior lighting and landscaping. Seller is offering $10,000 toward buyer's closing costs or an interest-rate buy-down with an acceptable offer. This home is being offered fully furnished, making it an exceptional opportunity for buyers looking for a move-in-ready coastal retreat, primary residence, second home, or investment property. Don't miss your opportunity to enjoy modern comfort, resort-style amenities, and peaceful pond-side living in Beachtree Preserve!

22450 Jayda, Lewes

Listing courtesy of Century 21 Gold Key-Dover. Contact:

$1,195,000

3 Beds ⋅ 3 Baths

COASTAL PERFECTION IN DOWNTOWN LEWES! This captivating 3-bedroom, 3-bath single-family home offers over 2,000 square feet of beautifully crafted living space, seamlessly blending timeless architectural charm with high-end luxury finishes throughout. Step inside to find rich hardwood flooring that flows through warm, sunlit living areas, including a cozy front living room complete with a brick fireplace and custom built-in bookshelves. The gourmet kitchen is a chef's dream, appointed with custom wood cabinetry, granite countertops, stainless steel appliances, a gas cooktop with custom range hood, and a cozy built-in dining nook. Relax in the light-filled sunroom with plantation shutters or retreat to the convenient main-floor primary suite, featuring an en-suite bath with custom tilework and a glass-enclosed shower. Classic touches like a clawfoot soaking tub, glass-accented doorways, and custom moldings complete the interior elegance. Outside, your private backyard oasis awaits - fully fenced for privacy and designed for seamless indoor-outdoor living with a stone patio, built-in outdoor kitchen with grill, serene water pond, and a matching custom storage shed. Unwind on the classic brick-paved front porch and enjoy unbeatable proximity to downtown Lewes' world-class dining, boutique shopping, bike trails, and the beach. Schedule your private showing today!

519 Kings Hwy, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$889,000

4 Beds ⋅ 4 Baths

The ULTIMATE condo experience in Historic Lewes!!! Imagine walking to any amenity in town with just steps away to the beach, all easily within walking distance and close to every shop, store, bike trail, State Park, and restaurants of choice. What a RARE opportunity to own a unit that rarely comes on the market. The condo is practically turn-key and ready for new owners to enjoy the warm summer days or the cool nights of the off-season. Each bedroom aside from one has its own en-suite bathroom for optimal privacy and a powder room for all guests to enjoy. Featuring an extra large open floor plan, spacious primary bathroom with jacuzzi tub, large covered balcony so you never have to worry about rain, and private elevator, this condo screams luxury at its finest! Never worry about finding parking, waiting in lines or traffic as this condo is at the Lewes heart's center for summer fun and enjoyment. The condo association already has flood insurance and ground rent included in the dues and pays these dues as a whole building. There is a kayak rack and storage unit in the back of the condo to store all beach chairs and toys. Truly carefree luxury living with a lovely coastal vibe. SELLERS ARE OFFERING TO PAY 2 YEARS OF CONDO FEES FOR POTENTIAL BUYERS!

404 E Savannah Road Unit 202, Lewes

Listing courtesy of Patterson-Schwartz-OceanView. Contact:

$1,849,999

6 Beds ⋅ 6 Baths

Introducing an exceptional new construction custom home by Sienna Homes, thoughtfully designed to deliver approximately 5,500 square feet of sophisticated living space in the sought-after Olde Town at White’s Pond community of Lewes. Offering 6 bedrooms, 5 full bathrooms and 1 powder room, this impressive residence pairs striking architectural details with elevated finishes and a floor plan designed for both everyday living and effortless entertaining. From the moment you enter, soaring ceilings, engineered wood flooring and abundant natural light create an immediate sense of scale. The dramatic two-story living room serves as a stunning centerpiece, featuring cathedral ceilings and expansive Andersen 100 Series windows. Thoughtful architectural details and an open-concept design create a seamless flow throughout the home’s main gathering spaces. At the heart of the home is a showstopping chef’s kitchen anchored by an impressive 9-foot island with Taj-Mahal Quartzite waterfall countertops. Premium ZLINE stainless steel appliances elevate the space, while generous cabinetry and sophisticated finishes offer the perfect balance of beauty and function. A separate butler’s pantry complete with its own dishwasher and refrigerator provides additional prep and storage space, making entertaining on any scale effortless. Designed with flexibility and luxury in mind, the home features two primary suites. The main-level primary suite creates a private retreat with the added convenience of its own dedicated laundry room. Upstairs, a second primary suite provides another beautifully appointed escape, while a second-floor laundry room adds convenience for the home’s additional bedrooms. With six bedrooms and five-and-a-half baths, the expansive layout offers abundant space for guests, home offices, recreation and multigenerational living while maintaining privacy. Carefully selected finishes and custom details complement the home’s impressive proportions throughout. The exterior continues the home’s commitment to quality with Hardie® board siding, Andersen® 100 Series windows, a two-car garage and outdoor shower—the perfect addition for life at the Delaware coast. Beyond the home, Olde Town at White’s Pond offers a lifestyle equally as impressive as the residence itself. The picturesque 85-homesite community is nestled alongside the 16-acre White’s Pond and offers direct access to the Junction & Breakwater Trail, providing miles of opportunities for walking, running and biking between Lewes and Rehoboth Beach. Residents enjoy an exceptional collection of community amenities including a pool and cabana, bathhouse, outdoor kitchen, outdoor fireplace and fire pit, lounge area, shuffleboard and bocce ball courts. Even better, Olde Town places you within one mile of Lewes Beach, Cape Henlopen State Park, and the restaurants and shops of downtown Lewes—bringing together the privacy of a luxury residential community with remarkable access to everything that makes coastal Lewes so special. 59 Filly Lane isn’t simply new construction—it’s a custom luxury residence designed for elevated coastal living, where exceptional craftsmanship, impressive scale and one of Lewes’ most desirable locations come together. Renderings are for illustrative purposes and may depict furnishings, landscaping, finishes or other features that are not included or are subject to change.

59 Filly Ln, Lewes

Listing courtesy of KW Empower. Contact:

$148,750

3 Beds ⋅ 2 Baths

Looking for a great price on a larger home AND $5000 to use as you'd like? With 1848 sq ft, a great layout, private lot, a pool-side location in Lewes' premier waterfront marina community, and $5000 to use for decorating, furniture, or even your closing costs, you need to come see this one! This spacious 3 bedroom, 2 bath doublewide has been refreshed with new luxury vinyl plank flooring throughout (everywhere but the laundry room), crisp white walls and trim, and new baseboard trim in the living areas. It's a modern canvas ready for your style. The lot is a standout, directly across from one of the community's two swimming pools, with lots of room between neighbors. The huge screened porch has views of the pool and is sure to become your favorite spot for morning coffee, summer evenings, or entertaining friends and family. Inside, you'll find two large living areas: a comfortable family room with a stone-faced corner gas fireplace next to the kitchen, and an additional living room adjacent to the dining room. The kitchen has plenty of cabinets, a center island, and generous table space, and there's even a separate dining room for gatherings big and small. The split floorplan gives everyone their own space. Two large guest bedrooms, each with a walk-in closet, sit at the back of the home and share a full bath. The primary suite has two closets and an en-suite bathroom with dual vanities. Although the home features its original windows and HVAC system, the price reflects the condition and the seller's $5000 credit at closing could be put toward those updates. You'll have plenty to do without leaving the neighborhood: two swimming pools, tennis and pickleball, basketball, a marina with a boat ramp, and a fishing/crabbing pier. The marina is just a short drive or golf cart ride away. Residents plan and host quite a few clubhouse and community events throughout the year, including game nights, parties, craft fairs, and more. The community offers the best in convenience, too; You're less than 15 minutes from the fun along Coastal Hwy (Rt 1), including the Movies at Midway, restaurants, outlet shopping, and just beyond that, Rehoboth's boardwalk and Lewes' historic downtown. This is a great chance to build equity in an unbeatable location. The land rent includes sewer, trash, and recycling. Residency application required, with approval based on credit and background checks, and verification of income/assets. Hurry! $5000 seller credit is being offered for a sale that closes by Dec 15.

33540 Montgomery Ct, Lewes

Listing courtesy of Keller Williams Realty. Contact:

$585,000

2 Beds ⋅ 3 Baths

Welcome to this beautifully upgraded home in the heart of Lewes, where thoughtful finishes meet a setting that's hard to beat. From the moment you step inside, the quality is unmistakable. The kitchen is a showpiece, with custom cabinetry, gleaming granite countertops, and plenty of workspace for everyday meals or entertaining. The upgrades continue throughout the home, with details that set it apart from the ordinary. Enjoy the convenience of a main-level primary suite, offering easy single-level living with a private retreat just steps from the main living areas. Upstairs, a versatile family room provides extra space to gather, relax, or host guests, and it can easily be converted into a third bedroom to suit your needs. The sun porch is the real star. Bright and inviting, it overlooks peaceful greenspace with sweeping views of the golf course. Whether you're starting the morning with coffee or winding down at sunset, it's a space you'll want to spend every day in. Just minutes from historic downtown Lewes, Cape Henlopen State Park, and the Delaware beaches, this home offers the best of coastal living with a quiet, scenic backdrop. Schedule your private showing today!

34751 Maritime Way, Lewes

Listing courtesy of HomeZu by Simple Choice. Contact:

$175,000

4 Beds ⋅ 2 Baths

Welcome to Angola Beach! If you missed this beauty the first time around, here’s your second chance to make it yours! Whether you’re looking for a second home, an investment property, or a place to enjoy year round, this beautifully renovated 4-bedroom, 2-bath home offers a water view and plenty to love. Step onto the welcoming front deck and into a bright, open living space with coastal style. Luxury vinyl plank flooring leads into the updated kitchen, featuring white cabinets, quartz countertops, stainless steel appliances, recessed lighting, and modern fixtures. Renovations completed in 2024 include a new roof, HVAC, windows, sliding door, kitchen, and bathrooms, along with updated flooring, bedroom carpet, and lighting. All the updates you will need and have the peace of mine with buying this home. The community offers two pools, a marina with boat slips, a fishing pier, kayak storage, boat and RV storage, basketball and tennis courts, playgrounds, and a picnic area by the marina. Enjoy being within walking distance of the marina and a short drive from local restaurants, shopping, and the Rehoboth Beach Boardwalk. Don’t miss your second chance to own a piece of paradise at the shore; schedule your showing before this beauty is gone!

33261 Waterview Ct Unit C-74, Lewes

Listing courtesy of Keller Williams Realty Delmarva. Contact:

Homes for Sale with a Guest House in Lewes, DE

Be the First to Know About New Lewes Homes

Lewes Real Estate Map Search

All Homes for Sale with a Guest House in Lewes, DE

How much is your home worth?

How much is your home worth?

Coastal Homestead Group

Search

Resources

About